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Acetrizoic acid

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Identification
Molecular formula
C15H12I3NO4
CAS number
87-22-9
IUPAC name
2-[3-[acetyl(methyl)amino]-2,4,6-triiodo-phenoxy]-2-phenyl-acetic acid
State
State

Acetrizoic acid is typically found in a solid crystalline state at room temperature.

Melting point (Celsius)
279.00
Melting point (Kelvin)
552.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
613.06g/mol
Molar mass
613.0610g/mol
Density
2.7100g/cm3
Appearence

Acetrizoic acid typically appears as a non-volatile white crystalline powder.

Comment on solubility

Solubility of 2-[3-[acetyl(methyl)amino]-2,4,6-triiodo-phenoxy]-2-phenyl-acetic acid

The solubility of 2-[3-[acetyl(methyl)amino]-2,4,6-triiodo-phenoxy]-2-phenyl-acetic acid is influenced by its complex structure. Here are several key points to consider:

  • Polarity: The presence of both hydrophobic (phenyl and triiodo groups) and hydrophilic (carboxylic acid and amino groups) components contributes to its unique solubility profile.
  • Solvent Compatibility: This compound is likely to be more soluble in organic solvents compared to water due to the presence of large aromatic rings and iodine atoms.
  • Acidity: The carboxylic acid group can ionize, which increases solubility in basic solutions, forming negatively charged species that can interact more readily with polar solvents.

In practical applications, the compound may exhibit variable solubility depending on the solvent system used, which could range from:

  • High solubility: In organic solvents, such as dimethyl sulfoxide (DMSO) or ethanol.
  • Moderate to low solubility: In water, particularly at neutral pH levels.

As a result, understanding the solubility behavior of this compound is crucial for its application in various chemical processes and formulations. The ability to predict how it interacts in different environments can enhance its utility in research and industry.

Interesting facts

Interesting Facts about 2-[3-[Acetyl(methyl)amino]-2,4,6-triiodo-phenoxy]-2-phenyl-acetic acid

This intriguing compound, known for its complex structure, is a notable member of the class of organic compounds known as acetic acids. With its multiple functional groups and halogen substitutions, it serves multiple roles in both medicinal chemistry and biochemistry.

Key Characteristics

  • Halogenation: The presence of three iodine atoms (triiodo) in the structure significantly influences the compound's biological activity and reactivity. Iodine-containing compounds are often investigated for their unique pharmacological properties.
  • Acetyl Group: The acetyl(methyl)amino group can enhance the compound's lipophilicity, influencing its ability to cross biological membranes, thereby affecting its potential as a therapeutic agent.
  • Phenyl Rings: The dual phenyl groups in the structure may contribute to substantial aromatic character, impacting how the compound interacts with various biological systems.

Applications and Research

Researchers have shown interest in compounds with similar structures due to their potential applications in:

  • Pharmaceuticals: Many drug candidates that feature halogenated phenolic structures have demonstrated significant anti-inflammatory and analgesic activities.
  • Agricultural Chemistry: Compounds like this can also serve as pesticide intermediates, given the strong biological activity associated with halogenated organic compounds.

Quotes from Chemists

"The interplay of halogens and functional groups within complex molecules like this open doors to innovative therapeutic strategies.” – A perspective often echoed among medicinal chemists.

This compound stands as a testament to the rich diversity of organic chemistry, illustrating how even subtle changes in molecular structure can lead to notable differences in reactivity and activity in biological systems.

Synonyms
BRN 2912766
23189-35-7
2-(3-(N-Methylacetamido)-2,4,6-triiodophenoxy)-2-phenylacetic acid
Acido (3-N-metilacetilamino-2,4,6-triiodofenossi)fenilacetico [Italian]
Benzeneacetic acid, alpha-(3-(acetylmethylamino)-2,4,6-triiodophenoxy)-
ACETIC ACID, 2-(3-(N-METHYLACETAMIDO)-2,4,6-TRIIODOPHENOXY)-2-PHENYL-
Acido (3-N-metilacetilamino-2,4,6-triiodofenossi)fenilacetico
RefChem:316446
Benzeneacetic acid, alpha-(3-(acetylmethylamino)-2,4,6-triiodophenoxy)-(9CI)
DTXSID10945857
{3-[Acetyl(methyl)amino]-2,4,6-triiodophenoxy}(phenyl)acetic acid